1930
DOI: 10.1021/ja01366a039
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ROTENONE. III. DEHYDROROTENONE1

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1931
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Cited by 24 publications
(9 citation statements)
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“…One of the acetyl groups in dihydrorotenonic acid is therefore of the enol acetate type, whereas the other results from the acetylation of the phenol group. Tetrahydro derivatives of all the characteristic rotenone derivatives have been obtained by hydrogenation (16,24,28,29,31). All of these are phenols, soluble in alkali.…”
Section: Hydrogenation Products Of Rotenonementioning
confidence: 99%
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“…One of the acetyl groups in dihydrorotenonic acid is therefore of the enol acetate type, whereas the other results from the acetylation of the phenol group. Tetrahydro derivatives of all the characteristic rotenone derivatives have been obtained by hydrogenation (16,24,28,29,31). All of these are phenols, soluble in alkali.…”
Section: Hydrogenation Products Of Rotenonementioning
confidence: 99%
“…(XXXII) (31,24), the reaction being the same as that involved in the formation of derrisic acid from dehydrorotenone.7 Tetrahydroderrisic acid is methylated to the methyl ester of monomethyltetrahydroderrisic acid (XXXVI) which is alkali- By the action of acetic anhydride and anhydrous sodium acetate, tetrahydroderrisic acid (XXXV) is converted by dehydration and acetylation into the monoacetyl derivative of dehydrodihydrorotenonic acid (tetrahydrodehydrorotenone) (XXXVII) (24), from which the acetyl group is easily removed. The methyl ester of methyltetrahydroderrisic acid (XXXVI) does not undergo ring closure when treated with acetic anhydride and sodium acetate but is simply converted into the 6-acetyl derivative (24).…”
Section: XXXIIImentioning
confidence: 99%
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